(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

Base Information

Chemical Name:(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane
CAS No.:914093-07-5
Molecular Formula:C₃₂H₄₈O₄S₂Si
Molecular Weight:588.948
Hs Code.:

Synonyms:(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

Suppliers and Price of (3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

There total 1 articles about (3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 67320-20-1,83692-41-5,94292-91-8,64722-95-8
1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

: 226546-07-2
(Z)-((4-bromobut-2-en-1-yl)oxy)(tert-butyl)diphenylsilane

: 914093-07-5
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;
DOI:10.1002/anie.200602030

Reference yield: 88.0%

: 914093-07-5
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

: 914093-22-4
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)pentanal

Guidance literature:: With water; iodine; sodium hydrogencarbonate; In acetone; for 5h; cooling;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-07-5
(3S,4R)-3-[(Z)-4-(tert-butyldiphenylsilyl)oxy-2-buten-1-yl]oxy-4,5-(dimethylmethylenedioxy)-1,1-bis(ethylthio)pentane

: 914093-13-3
tert-butyl (3S,4R)-4,5-dihydroxy-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / iodine; NaHCO₃; water / acetone / 5 h / cooling

2: 957 mg / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 6 h

3: 828 mg / 4-(N,N-dimethylamino)pyridine; di-tert-butyl dicarbonate / 1 h / 20 °C

4: 95 percent / palladium on carbon; hydrogen / ethyl acetate / 13 h / 760 Torr

5: 96 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran / 15 h / 0 - 20 °C

6: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 - 0 °C

7: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 20 h / 20 °C

8: 95 percent / NaBH₄ / ethanol / 0.33 h / cooling

9: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

10: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

11: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C

With dmap; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; palladium on activated charcoal; 2-methyl-but-2-ene; oxalyl dichloride; di-tert-butyl dicarbonate; tetrabutyl ammonium fluoride; water; hydrogen; iodine; sodium hydrogencarbonate; potassium carbonate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1002/anie.200602030